JP5965993B2 - N−{3,4−ジフルオロ−2−[(2−フルオロ−4−ヨードフェニル)アミノ]−6−メトキシフェニル}−1−[2,3−ジヒドロキシ−プロピル]シクロプロパンスルホンアミド類のキラル合成 - Google Patents

N−{3,4−ジフルオロ−2−[(2−フルオロ−4−ヨードフェニル)アミノ]−6−メトキシフェニル}−1−[2,3−ジヒドロキシ−プロピル]シクロプロパンスルホンアミド類のキラル合成 Download PDF

Info

Publication number
JP5965993B2
JP5965993B2 JP2014511875A JP2014511875A JP5965993B2 JP 5965993 B2 JP5965993 B2 JP 5965993B2 JP 2014511875 A JP2014511875 A JP 2014511875A JP 2014511875 A JP2014511875 A JP 2014511875A JP 5965993 B2 JP5965993 B2 JP 5965993B2
Authority
JP
Japan
Prior art keywords
compound
formula
butyl
dimethyl
reacted
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
JP2014511875A
Other languages
English (en)
Japanese (ja)
Other versions
JP2014520087A (ja
Inventor
ペーター・ファイ
アガーテ・クリスティーネ・マイヤー
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer Intellectual Property GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=46172787&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=JP5965993(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Bayer Intellectual Property GmbH filed Critical Bayer Intellectual Property GmbH
Publication of JP2014520087A publication Critical patent/JP2014520087A/ja
Application granted granted Critical
Publication of JP5965993B2 publication Critical patent/JP5965993B2/ja
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/38Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reaction of ammonia or amines with sulfonic acids, or with esters, anhydrides, or halides thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/40Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63Esters of sulfonic acids
    • C07C309/71Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to carbon atoms of rings other than six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/78Halides of sulfonic acids
    • C07C309/79Halides of sulfonic acids having halosulfonyl groups bound to acyclic carbon atoms
    • C07C309/82Halides of sulfonic acids having halosulfonyl groups bound to acyclic carbon atoms of a carbon skeleton substituted by singly-bound oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/22Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
    • C07C311/28Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/34Compounds containing oxirane rings with hydrocarbon radicals, substituted by sulphur, selenium or tellurium atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/10Oxygen atoms
    • C07D309/12Oxygen atoms only hydrogen atoms and one oxygen atom directly attached to ring carbon atoms, e.g. tetrahydropyranyl ethers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18Radicals substituted by singly bound oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/24Radicals substituted by singly bound oxygen or sulfur atoms esterified
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/02Systems containing only non-condensed rings with a three-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
JP2014511875A 2011-05-27 2012-05-24 N−{3,4−ジフルオロ−2−[(2−フルオロ−4−ヨードフェニル)アミノ]−6−メトキシフェニル}−1−[2,3−ジヒドロキシ−プロピル]シクロプロパンスルホンアミド類のキラル合成 Expired - Fee Related JP5965993B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP11167806.6 2011-05-27
EP11167806 2011-05-27
PCT/EP2012/059717 WO2012163799A1 (fr) 2011-05-27 2012-05-24 Synthèse chirale de n-{3,4-difluoro-2-[(2-fluoro-4-iodophényl)amino]-6-méthoxyphényl}-1-[2,3-dihydroxy-propyl]cyclopropanesulfonamides

Publications (2)

Publication Number Publication Date
JP2014520087A JP2014520087A (ja) 2014-08-21
JP5965993B2 true JP5965993B2 (ja) 2016-08-10

Family

ID=46172787

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2014511875A Expired - Fee Related JP5965993B2 (ja) 2011-05-27 2012-05-24 N−{3,4−ジフルオロ−2−[(2−フルオロ−4−ヨードフェニル)アミノ]−6−メトキシフェニル}−1−[2,3−ジヒドロキシ−プロピル]シクロプロパンスルホンアミド類のキラル合成

Country Status (30)

Country Link
US (1) US9328066B2 (fr)
EP (1) EP2714652B8 (fr)
JP (1) JP5965993B2 (fr)
KR (1) KR101939682B1 (fr)
CN (1) CN103596921B (fr)
AP (1) AP2013007257A0 (fr)
AR (1) AR086553A1 (fr)
AU (1) AU2012264884B2 (fr)
BR (1) BR112013030387A2 (fr)
CA (1) CA2837162C (fr)
CL (1) CL2013003387A1 (fr)
CO (1) CO6862147A2 (fr)
CR (1) CR20130618A (fr)
CU (1) CU20130156A7 (fr)
DO (1) DOP2013000278A (fr)
EA (1) EA026550B1 (fr)
EC (1) ECSP13013042A (fr)
ES (1) ES2682247T3 (fr)
GT (1) GT201300294A (fr)
IL (1) IL228911A (fr)
MA (1) MA35159B1 (fr)
MX (1) MX362823B (fr)
MY (1) MY186875A (fr)
NZ (1) NZ616783A (fr)
PE (1) PE20140580A1 (fr)
SG (1) SG194544A1 (fr)
TN (1) TN2013000492A1 (fr)
TW (1) TWI551579B (fr)
UA (1) UA113850C2 (fr)
WO (1) WO2012163799A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2013094546A1 (ja) * 2011-12-19 2015-04-27 住友化学株式会社 スルホン酸塩の製造方法
EP2848246A1 (fr) 2013-09-13 2015-03-18 Bayer Pharma Aktiengesellschaft Compositions pharmaceutiques contenant du refametinib

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8101799B2 (en) 2005-07-21 2012-01-24 Ardea Biosciences Derivatives of N-(arylamino) sulfonamides as inhibitors of MEK
DE102005042742A1 (de) 2005-09-02 2007-03-08 Schering Ag Substituierte Imidazo[1,2b]pyridazine als Kinase-Inhibitoren, deren Herstellung und Verwendung als Arzneimittel
KR20080045279A (ko) * 2005-09-14 2008-05-22 얀센 파마슈티카 엔.브이. C-fms 키나제 저해제로서의5-옥소-5,8-디하이드로-피리도-피리미딘
WO2007121269A2 (fr) 2006-04-11 2007-10-25 Ardea Biosciences, Inc. N-aryl-n'alkyle sulfamides utilisés comme inhibiteurs de mek
AU2007286808B2 (en) 2006-08-21 2012-12-06 Genentech, Inc. Aza-benzofuranyl compounds and methods of use
EP1900739A1 (fr) 2006-08-30 2008-03-19 Cellzome Ag Dérivés de diazolodiazine comme inhibiteurs de kinases
MX2010001244A (es) * 2007-07-30 2010-08-31 Ardea Biosciences Inc Derivados de n-(arilamino) sulfonamidas que incluyen polimorfos como inhibidores de mek asi como composiciones, metodos de uso y de preparacion de los mismos.
CN102134218A (zh) * 2009-06-15 2011-07-27 凯美隆(北京)药业技术有限公司 6-芳氨基吡啶酮磺酰胺和6-芳氨基吡嗪酮磺酰胺mek抑制剂
TWI524890B (zh) * 2009-07-24 2016-03-11 亞德生化公司 (r)-n-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羥丙基)環丙烷-1-磺醯胺及(s)-n-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羥丙基)環丙烷-1-磺醯胺之製備

Also Published As

Publication number Publication date
MX362823B (es) 2019-02-18
NZ616783A (en) 2016-01-29
US9328066B2 (en) 2016-05-03
CL2013003387A1 (es) 2014-09-22
BR112013030387A2 (pt) 2016-12-13
JP2014520087A (ja) 2014-08-21
CO6862147A2 (es) 2014-02-10
ECSP13013042A (es) 2014-01-31
EP2714652B1 (fr) 2018-07-18
KR101939682B1 (ko) 2019-01-17
TW201249791A (en) 2012-12-16
EA026550B1 (ru) 2017-04-28
AU2012264884B2 (en) 2017-03-09
AR086553A1 (es) 2014-01-08
UA113850C2 (xx) 2017-03-27
MX2013013667A (es) 2014-08-01
PE20140580A1 (es) 2014-06-01
SG194544A1 (en) 2013-12-30
MA35159B1 (fr) 2014-06-02
CU20130156A7 (es) 2014-02-28
AP2013007257A0 (en) 2013-11-30
EP2714652A1 (fr) 2014-04-09
US20140155637A1 (en) 2014-06-05
KR20140032433A (ko) 2014-03-14
AU2012264884A1 (en) 2013-11-07
IL228911A (en) 2017-10-31
WO2012163799A1 (fr) 2012-12-06
CN103596921A (zh) 2014-02-19
ES2682247T3 (es) 2018-09-19
MY186875A (en) 2021-08-26
CA2837162C (fr) 2019-04-02
DOP2013000278A (es) 2013-12-31
TWI551579B (zh) 2016-10-01
CA2837162A1 (fr) 2012-12-06
GT201300294A (es) 2014-11-13
EP2714652B8 (fr) 2018-09-05
CR20130618A (es) 2014-01-09
TN2013000492A1 (en) 2015-03-30
IL228911A0 (en) 2013-12-31
CN103596921B (zh) 2016-08-03
EA201301333A1 (ru) 2014-06-30

Similar Documents

Publication Publication Date Title
Bravo et al. New fluorinated chiral synthons
JP4336648B2 (ja) エポキシトリアゾール誘導体およびその中間体の製造方法
JP5965993B2 (ja) N−{3,4−ジフルオロ−2−[(2−フルオロ−4−ヨードフェニル)アミノ]−6−メトキシフェニル}−1−[2,3−ジヒドロキシ−プロピル]シクロプロパンスルホンアミド類のキラル合成
EP2913329B1 (fr) Procédé de fabrication d'un composé lactone difluoré
EP2462111A1 (fr) Préparation de (r)- et (s)-n-(3,4-difluoro-2-(2-fluoro-4-iodophénylamino)-6-méthoxyphényl)-1- (2,3-dihydroxypropyl)cyclopropane-1-sulfonamide et de leurs dérivés protégés
JP3960801B2 (ja) アセタールスルホネート誘導体およびその製造方法ならびにスチレンオキサイド誘導体の製造方法
JP5192856B2 (ja) オセルタミビル及びその類縁化合物の製造方法
JP2007297330A (ja) 2−メチルグリシジル誘導体の製造法
FR2781479A1 (fr) Sulfones et leur procede de preparation
JP2008509991A (ja) グリシジル誘導体の調製方法
WO2013168780A1 (fr) Procédé de production d'un ester d'acide 2-vinylcyclopropane-1,1- dicarboxylique optiquement actif
US20010025127A1 (en) Dihalo-compound and process for producing vitamin A derivative
WO2004011451A1 (fr) Procede de production industrielle de derives de 1,4-benzodioxane optiquement actifs
JP2014500850A (ja) 5−[1−(4−クロロフェニル)−メチレン]−1−ヒドロキシメチル−2,2−ジメチル−シクロペンタノールを調製するための方法
WO2004037815A1 (fr) Procedes relatifs a l'elaboration de n-(2,3-epoxypropane-1-yle)phtalimide optiquement active
JP4148202B2 (ja) ブタントリオール誘導体の製造法
JP2002316972A (ja) 光学活性3−シアノ−2−メチルプロパノール誘導体の製造法
JP4305010B2 (ja) フィトスフィンゴシン類縁体およびその製法
WO2013069481A1 (fr) Procédé de fabrication de composé triazole et intermédiaire de composé triazole
JPH11222478A (ja) スルホン誘導体の製造法
JP2005047870A (ja) 4,4,4−トリフルオロ−2,3−エポキシブタン酸エステルの製造方法

Legal Events

Date Code Title Description
RD03 Notification of appointment of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7423

Effective date: 20150205

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20150216

RD04 Notification of resignation of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7424

Effective date: 20150602

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20150806

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20150929

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20151216

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20160607

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20160704

R150 Certificate of patent or registration of utility model

Ref document number: 5965993

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees